Dudes in Drag

Sandler and dressed like a woman

By Jon Warech

As expected, Adam Sandler is up to his old tricks in the movie "Jack and Jill." In an attempt to prove he can be a box office hit no matter what he puts out there, Sandler dresses in drag to play Jill. He isn't the first star to don a wig and dress, though. Scroll through and see if you can guess the dude dressed like a lady.